Technology is generally described for automating the project management and execution of data migration from a source email system to a destination email system. In some examples, the technology can include receiving a domain name of a second computing system; obtaining domain name system (DNS) records for the received domain name; determining an email hosting provider for the second computing system; determining, by the processor, based on the obtained DNS records, an email system service type of the source email system on the second computing system; discovering mailboxes and message delivery rules of the source email system; displaying customization options for migrating discovered source email system mailboxes; migrating data items from the source email system to the destination email system; and managing migration of data from source email system client computing devices to the destination email system.